Asymmetric Michael Reaction of Aldehydes and Dicyanoalkenes Catalyzed by Diphenylprolinol Silyl Ether

Yujiro Hayashi, Nektarios Kranidiotis-Hisatomi, Daisuke Sakamoto, Kyohei Oritani, Takuji Kawamoto, Akio Kamimura

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Asymmetric Michael reactions of aldehydes and dicyanoalkenes catalyzed by diphenylprolinol silyl ether give the corresponding Michael adducts in good yields with excellent enantioselectivities. The diastereoselectivity is dependent on the bulkiness of the Michael donor. The Michael adducts can be easily transformed into useful chiral compounds such as lactones, esters, and monocyanated derivatives.

Original languageEnglish
Pages (from-to)6843-6847
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number48
DOIs
Publication statusPublished - 2018 Dec 31

Keywords

  • Asymmetric catalysis
  • Dicyanoalkenes
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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